Technology Process of 4-{[2-((4S)-4-{(1E,3S)-3-hydroxy-4-[3-(trifluoromethoxy)phenyl]but-1-enyl}-2-oxo-1,3-oxazolidin-3-yl)ethyl]sulfanyl}butanoic acid
There total 13 articles about 4-{[2-((4S)-4-{(1E,3S)-3-hydroxy-4-[3-(trifluoromethoxy)phenyl]but-1-enyl}-2-oxo-1,3-oxazolidin-3-yl)ethyl]sulfanyl}butanoic acid which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
C24H32F3NO6S;
With
sodium hydroxide;
In
1,2-dimethoxyethane; ethanol;
at 20 ℃;
for 16h;
With
hydrogenchloride;
In
1,2-dimethoxyethane; ethanol; water;
Cooling;
DOI:10.1016/j.bmc.2011.12.009
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / acetonitrile / 1 h / 20 °C / Inert atmosphere
2.1: n-butyllithium / hexane; toluene / 1 h / -78 °C
2.2: 2 h / -78 °C
3.1: sodium hydride / tetrahydrofuran; mineral oil / 1.5 h / 0 - 20 °C / Inert atmosphere
3.2: 0.33 h / 0 - 20 °C
4.1: borane-THF; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / toluene / 1.08 h / 20 °C / Inert atmosphere
5.1: sodium hydroxide / 1,2-dimethoxyethane; ethanol / 16 h / 20 °C
5.2: Cooling
With
n-butyllithium; borane-THF; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole;
In
tetrahydrofuran; 1,2-dimethoxyethane; ethanol; hexane; toluene; acetonitrile; mineral oil;
3.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.bmc.2011.12.009
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: n-butyllithium / hexane; toluene / 1 h / -78 °C
1.2: 2 h / -78 °C
2.1: sodium hydride / tetrahydrofuran; mineral oil / 1.5 h / 0 - 20 °C / Inert atmosphere
2.2: 0.33 h / 0 - 20 °C
3.1: borane-THF; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / toluene / 1.08 h / 20 °C / Inert atmosphere
4.1: sodium hydroxide / 1,2-dimethoxyethane; ethanol / 16 h / 20 °C
4.2: Cooling
With
n-butyllithium; borane-THF; sodium hydride; sodium hydroxide; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole;
In
tetrahydrofuran; 1,2-dimethoxyethane; ethanol; hexane; toluene; mineral oil;
2.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.bmc.2011.12.009
